propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(2R,3R)-3-[(1S)-1-hydroxy-2-[3-(trifluoromethyl)phenoxy]ethyl]oxiran-2-yl]cyclopentyl]hept-5-enoate

• ChemBase ID: 178832
• Molecular Formular: C26H35F3O7
• Molecular Mass: 516.5471096
• Monoisotopic Mass: 516.23348812
• SMILES: [C@H]1([C@H]([C@@H](C[C@@H]1O)O)[C@@H]1[C@@H]([C@H](COc2cccc(c2)C(F)(F)F)O)O1)C/C=C\CCCC(=O)OC(C)C
• Canonical SMILES: CC(OC(=O)CCC/C=C\C[C@H]1[C@@H](O)C[C@H]([C@@H]1[C@H]1O[C@@H]1[C@H](COc1cccc(c1)C(F)(F)F)O)O)C
• InChI: InChI=1S/C26H35F3O7/c1-15(2)35-22(33)11-6-4-3-5-10-18-19(30)13-20(31)23(18)25-24(36-25)21(32)14-34-17-9-7-8-16(12-17)26(27,28)29/h3,5,7-9,12,15,18-21,23-25,30-32H,4,6,10-11,13-14H2,1-2H3/b5-3-/t18-,19-,20+,21-,23+,24+,25+/m0/s1
• InChIKey: BGPCWSPTSAFVAF-IKUHNQMRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: propan-2-yl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(2R,3R)-3-[(1S)-1-hydroxy-2-[3-(trifluoromethyl)phenoxy]ethyl]oxiran-2-yl]cyclopentyl]hept-5-enoate
• IUPAC Traditional name: isopropyl (5Z)-7-[(1R,2R,3R,5S)-3,5-dihydroxy-2-[(2R,3R)-3-[(1S)-1-hydroxy-2-[3-(trifluoromethyl)phenoxy]ethyl]oxiran-2-yl]cyclopentyl]hept-5-enoate
• Synonyms: (5Z)-7-[(1R,2R,3R,5S)-3,5-Dihydroxy-2-[(1R,2R,3S)-1,2-epoxy-3-hydroxy-4-[3-(trifluoromethyl)phenoxy]-1-butyl]cyclopentyl]-5-heptenoic Acid 1-Methylethyl Ester; 13R,14R-Epoxy Travoprost; Travoprost 13,14-Epoxide

Database IDs

• PubChem SID: 164234742
• PubChem CID: 71752656

CALCULATED PROPERTIES

• Acid pKa: 13.293083
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): 3.0986605
• LogD (pH = 7.4): 3.09866
• Log P: 3.0986605
• Molar Refractivity: 126.009 cm^3
• Polarizability: 48.785183 Å^3
• Polar Surface Area: 108.75 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T715625

An epoxy impurity of the selective FP prostaglandin receptor agonist Travoprost (T715600).